| Record Information |
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| Version | 2.0 |
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| Creation Date | 2012-05-31 14:51:22 -0600 |
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| Update Date | 2015-06-03 17:20:19 -0600 |
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| Secondary Accession Numbers | |
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| Identification |
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| Name: | L-Ala-gamma-D-Glu |
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| Description | L-ala-gamma-D-glu is a member of the chemical class known as Hybrid Peptides. These are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta). UDPMurNAc-L-Ala-gamma-D-Glu-X-D-Ala-DAla (X = L-Lys or m-DAP) is the cytoplasmic precursor for the lipid-linked cycle of bacterial peptidoglycan biosynthesis, consisting of at least four enzymatic reactions, which are targets for antibacterial agents. (PMID 17216029) |
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| Structure | |
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| Synonyms: | - L-Ala-γ-D-Glu
- L-Ala-g-D-glu
- L-Ala-γ-D-glu
- L-Alanine-D-glutamate
- L-Alanine-D-glutamic acid
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| Chemical Formula: | C8H13N2O5 |
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| Weight: | Average: 217.1992
Monoisotopic: 217.082446536 |
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| InChI Key: | VYZAGTDAHUIRQA-CRCLSJGQSA-M |
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| InChI: | InChI=1S/C8H14N2O5/c1-4(9)7(13)10-5(8(14)15)2-3-6(11)12/h4-5H,2-3,9H2,1H3,(H,10,13)(H,11,12)(H,14,15)/p-1/t4-,5+/m0/s1 |
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| CAS number: | Not Available |
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| IUPAC Name: | (4R)-4-{[(2S)-2-amino-1-hydroxypropylidene]amino}-4-carboxybutanoate |
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| Traditional IUPAC Name: | (4R)-4-{[(2S)-2-amino-1-hydroxypropylidene]amino}-4-carboxybutanoate |
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| SMILES: | [H][C@@](C)(N)C(O)=N[C@]([H])(CCC([O-])=O)C(O)=O |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. |
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| Kingdom | Organic compounds |
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| Super Class | Organic acids and derivatives |
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| Class | Carboxylic acids and derivatives |
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| Sub Class | Amino acids, peptides, and analogues |
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| Direct Parent | Dipeptides |
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| Alternative Parents | |
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| Substituents | - Alpha-dipeptide
- Glutamic acid or derivatives
- N-acyl-alpha-amino acid
- N-acyl-alpha amino acid or derivatives
- Alpha-amino acid amide
- Alanine or derivatives
- Alpha-amino acid or derivatives
- Dicarboxylic acid or derivatives
- Fatty acid
- Amino acid or derivatives
- Carboxamide group
- Carboxylic acid salt
- Amino acid
- Secondary carboxylic acid amide
- Carboxylic acid
- Organooxygen compound
- Organonitrogen compound
- Amine
- Organic oxide
- Primary aliphatic amine
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Carbonyl group
- Primary amine
- Organic salt
- Hydrocarbon derivative
- Organic anion
- Aliphatic acyclic compound
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| Molecular Framework | Aliphatic acyclic compounds |
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| External Descriptors | |
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| Physical Properties |
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| State: | Not Available |
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| Charge: | -2 |
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| Melting point: | Not Available |
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| Experimental Properties: | |
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| Predicted Properties | |
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| Biological Properties |
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| Cellular Locations: | Cytoplasm |
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| Reactions: | |
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| SMPDB Pathways: | Not Available |
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| KEGG Pathways: | Not Available |
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| EcoCyc Pathways: | Not Available |
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| Concentrations |
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| Not Available |
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| Spectra |
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| Spectra: | |
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| References |
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| References: | - Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
- Schouten, J. A., Bagga, S., Lloyd, A. J., de Pascale, G., Dowson, C. G., Roper, D. I., Bugg, T. D. (2006). "Fluorescent reagents for in vitro studies of lipid-linked steps of bacterial peptidoglycan biosynthesis: derivatives of UDPMurNAc-pentapeptide containing d-cysteine at position 4 or 5." Mol Biosyst 2:484-491. Pubmed: 17216029
- van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
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| Synthesis Reference: | Not Available |
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| Material Safety Data Sheet (MSDS) | Not Available |
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| Links |
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| External Links: | |
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